Gay Prison Sex Stories Novels & Stories

I put my clothes and on with cum oozing out of my ass, I was almost out the door when Tyrone said to me, "Me and the home boys will gang bang you anytime you want baby. Just come back here when your horny." I was never going back there. I didn't enjoy it at all. I never wanted to have sex with men. It took awhile for my asshole to heal up but it did. I never went back to that side of town again, but a month later I was a club down by the harbor called, "The Bahah Beach Club" when Tyrone and two of his home boys walked up to me. Tyrone said, "Where you been baby? Why haven’t you come back?"

Listening to other patients — wealthy executives who had destroyed marriages through sex addiction, celebrities who had lost everything to escorts and orgies, normal people whose lives had spiraled out of control — made me see my own story with horrifying clarity. When it was my turn to share, I spoke for nearly forty minutes, voice trembling, about how I had started as Liam’s curious girlfriend exploring fantasies and ended up as the Gangbang Princess who threw away the love of her life for the thrill of being used by dozens of men. One older man in the group looked at me with kind but firm eyes and said,

“That’s not a lot, Luke. Do you want to know their names? Gabby, Rowan, Dashiell and two sexy hulks at the gym. We fucked right there in the gym at the closet.” “I don’t want to hear your sexual escapades, Sis. Disgusting!” “Oh well. Too bad – you could have gained a tip or two. Do you know the A****n position? You should try that on Pam when you are together. She’ll love it.” “I don’t know what you are talking about.” “What do those books written by sex experts teach you then?” “I haven’t gotten to that part.” Sasha chuckled. “So what part have you gotten to? Gist me. I want to learn too.”

He looked genuinely curious, so after a moment of thought and a deep, shaky breath, she opened her mouth to tell him her darkest secret. “The operation that Garcia ran was the darkest side of the world, everything from drug dealing to sex and human trafficking. It may not have seemed like it, but in many ways I was the luckiest of all the women there. Garcia tried to introduce me to the world of prostitution, but even he knew his limits so he mostly left me locked in the cellar.” She paused for a moment, remembering all the cold, awful nights she spent in that place.

The casual touches, the long stares when he came home sweaty from work I thought I’d hidden them better. “What were you watching exactly?” he pressed. “Tell me.” I swallowed hard. “Gay p**n. Older guy… taking control. Big cock. Making the younger one submit.” Max’s eyes darkened. I glanced down involuntarily and saw the thick outline of his cock straining against his jeans. He was hard. My own dick throbbed in response, pressing uncomfortably against my shorts. “Stand up,” he ordered. “Drop the shorts. Show me how you were touching yourself last night.”

"Ms. Stevens, don't try to act like you're a saint. You've never experienced life in prison. You don't understand how suffocating and lonely it can be. There's a saying that men are lustful creatures, always thinking with their lower halves. "But in truth, women's desires are no less intense—perhaps even greater. So eventually, in the prison, we ran out of frogs. And when there were no other options, some women had their first encounters… with the male guards."

“I bet it was just a rumor." "Conor probably took her back to his apartments to fuck her finally. He's never this patient with a prisoner. I was so hoping to get a taste of that sexy wench finally. Lucky bastard. He better tell us if she is a decent fuck." Gustav said. I could hear their footsteps moving through the room. I breathed as quietly as I could while they looked around. "Wow. There are shackles in the table drawer. I knew he liked rough sex, but damn!" The other man said with a laugh. "I bet she has a sexy voice, too."

"It's complicated. That night, after I got a photo of Kinan kissing a man, I don't know why my body felt like I wanted to go to a gay Bar. I saw there was a lot of happiness there. Then, I had a drink and the waiter offered me a one-night stand with a man. He gave me the key to the room. In the room, I immediately hugged him tightly. The hug he gave really made me peaceful. After that, we had sex and I became the bottom party who sighed deliciously. Our game really- really made me feel better. I didn't want him to go but he lied." Vero stroked the mane of my hair, he looked at me intently, his jet-black eyes made me get a little radiance of calm there. "Then after this, what are you going to

I covered my body with hers so if anyone was passing by, they wouldn’t see her naked body. “Ah…Maverick…I—” She moaned, her fingers digging into my shoulders. “Stop talking.” I bit her neck softly. “I’m going to come.” She whispered and her core clenched around me deliciously, squeezing me. My eyes rolled back due to the intense pleasure. From the corner of my eye, I saw a guard walk past. He looked at us just once before moving forward. Prison sex was very common here and nobody made a big deal out of it because savages could have sex in the open, it wasn’t against the rules.

Kai sucked and bit my nipples hard, occasionally spitting on my tits and rubbing it in like lube. Lena was losing her mind on the couch, legs spread wide, violently fingering her own dripping pussy as she watched her best friend get gang-fucked. “Fuck her harder,” Lena moaned, eyes wild. “Ruin this neglected housewife. Make her squirt all over the floor so her husband smells it when he finally comes out.” Jax suddenly pulled out, flipped me onto my stomach (still tied), yanked my hips up, and slammed back in from behind. The new angle made him hit my cervix with every thrust. I was drooling around the gag, tears streaming down my face from overwhelming pleasure.